KR950702555A - INDAZOLESULFONYLUREA DERIVATIVE, ITS USE AND INTERMEDIATE FOR ITS PRODUCTION - Google Patents

Abstract

[Wherein, R ¹ represents a hydrogen atom or an alkyl group, R ² and R ³ are the same or different, and a hydrogen atom, a halogen atom, an alkyl group, a formula -COR ⁴ (wherein R ⁴ represents an alkoxy group, etc.) , An alkoxy group, a haloalkoxy group or a cyano group, etc., X represents an oxygen atom or a sulfur atom, Y represents a hydrogen atom or an alkyl group, A and B are the same or different, and a halogen atom, an alkoxy group or an alkyl group, etc. And Z represents a nitrogen atom or a methine group.

The compound of the present invention exhibits excellent herbicidal effects over a wide range of growing seasons before germination of various weeds that are a problem in field soil. It is also possible to control weeds occurring in rice fields.

Description

INDAZOLESULFONYLUREA DERIVATIVE, ITS USE AND INTERMEDIATE FOR ITS PRODUCTION

Since this is an open matter, no full text was included.

Claims (7)

General formula [Wherein, R ¹ represents a hydrogen atom, an alkyl group, a cycloalkyl group, a haloalkyl group, an alkoxyalkyl group, a benzyloxyalkyl group, a benzyl group, a phenyl group, a pyridyl group, a dialkylaminocarbonyl group, an alkoxycarbonyl group, an alkylsulfonyl group, a phenylsulfonyl group, a dialkyl Aminosulfonyl group, haloalkylcarbonyl group, alkylcarbonyl group, benzoyl group or alkenyl group, R ² and R ³ are the same or different, hydrogen atom, halogen atom, alkyl group, cycloalkyl group, alkenyl group, alkoxycarbonyl alkenyl group, Alkynyl group, haloalkyl group, alkoxyalkyl group, alkoxycarbonylalkyl group, alkylcarbonylalkyl group, cycloalkylcarbonylalkyl group, cyanoalkyl group, dialkylaminocarbonylalkyl group, dialkylaminoalkyl group, dialkylaminosulfonylalkyl group, azido Alkyl group, benzyl group, phenyl group, nitro group, cyano group, azide group, amino group, monoalkylamino group, dialkylamino group, benzylamino group, halo Alkylcarbonylamino group, benzoylamino group, alkoxycarbonylamino group, phenoxycarbonylamino group, amino group which may be substituted by atom, alkylsulfonylamino group which may be substituted by alkyl group, phenylsulfonylamino group or alkylideneamino group which amino group may be substituted by alkyl group , A benzylideneamino group, a tetrazolyl group which may be substituted, formula -COR ⁴ (wherein R ⁴ represents a hydrogen atom, a hydroxyl group, an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, a benzyl group, a phenyl group, an alkoxy group, a halo) A group represented by an alkoxy group, alkoxyalkoxy group, alkenyloxy group, haloalkenyloxy group, alkynyloxy group, benzyloxy group or phenoxy group), formula -C (O) NR ⁵ R ⁶ (wherein R ⁵ and R ⁶ are the same or different and each group represented by a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, represents a benzyl group, a phenyl group or an alkoxy group.), -SR ⁷ (wherein, R ⁷ is a hydrogen , It represents an alkyl group or a haloalkyl group) as shown eojin group, an expression -SO2NR ⁵ R ⁶ (wherein, R ⁵ and R ⁶ are indicated.) As shown eojin group, formula -S (O) nR ⁸ as above (Wherein n represents an integer of 1 or 2, R ⁸ represents an alkyl group, an alkenyl group or a haloalkyl group), and a group represented by the formula OR ^9, wherein R ⁹ represents a hydrogen atom, an alkyl group, a cycloalkylalkyl group, an alke Nyl group, alkynyl group, benzyl group (the group may be substituted with halogen atom, alkyl group or alkoxy group), haloalkyl group, haloalkenyl group, phenyl group (the group may be substituted with halogen atom, alkyl group or alkoxy group), alkoxyalkyl group, Alkoxy alkoxyalkyl group, haloalkoxyalkyl group, benzyloxyalkyl group, phenoxyalkyl group, alkylthioalkyl group, dialkylaminoalkyl group, alkylideneamino group, dialkylideneamino group, benzylideneamino group or alkoxycarbonylalkyl group. Or a formula -C (= NOR ¹⁰ ) R ¹¹ (wherein R ¹⁰ represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a benzyl group, a haloalkyl group or a phenyl group, and R ¹¹ represents a hydrogen atom, an alkyl group, a benzyl group) Represents a haloalkyl group or a phenyl group.) And R ² and R ³ may form a ring with an alkyl group which may contain a hetero atom, A and B are the same or different, and an alkyl group, a haloalkyl group, an alkoxy group, Monoalkylamino group, dialkylamino group, halogen atom or haloalkoxy group, Z represents a methine group or a nitrogen atom, X represents an oxygen atom or a sulfur atom, and Y represents a hydrogen atom, an alkyl group or an alkoxy alkyl group. Indazolesulfonyl urea derivatives. General formula (Wherein R ¹ represents a hydrogen atom, an alkyl group or an alkenyl group, R ² and R ³ are the same or different, a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a haloalkoxy group, an alkylthio group, an alkylsulfinyl group, An alkylsulfonyl group, an alkoxycarbonyl group, a dialkylaminocarbonyl group, a nitro group or a cyano group, A and B are the same or different, and represent an alkyl group, an alkoxy group or a halogen atom, and Z represents a methine group or a nitrogen atom.) Indazolesulfonyl urea derivatives represented by: General formula (Wherein R ¹ represents a hydrogen atom, an alkyl group or an alkenyl group, R ² and R ³ are the same or different, a hydrogen atom, a halogen atom, an alkyl group, a hydroxyl group, an alkoxy group, a haloalkenyloxy group, an alkoxycarbonyl alkoxy group) , Cycloalkylalkoxy group, dialkalaminoalkoxy group, alkoxyalkoxy group, haloalkoxy group, alkynyloxy group, alkenyloxy group, alkylthio group, alkylsulfonyl group, alkoxycarbonyl group, dialkylaminocarbonyl group, nitro group, cyano group, A monoalkylamino group, a dialkylamino group or a benzylamino group, A and B are the same or different, and represent an alkyl group, an alkyl group, an alkoxy group or a halogen atom, and Z represents a methine group or a nitrogen atom. Ponyurea derivatives. General formula [Wherein, R ¹ represents a hydrogen atom, an alkyl group, a cycloalkyl group, a haloalkyl group, an alkoxyalkyl group, a benzyloxyalkyl group, a benzyl group, a phenyl group, a pyridyl group, a dialkylaminocarbonyl group, an alkoxycarbonyl group, an alkylsulfonyl group, a phenylsulfonyl group, a dialkyl Aminosulfonyl group, haloalkylcarbonyl group, alkylcarbonyl group, benzoyl group or alkenyl group, R ² and R ³ are the same or different, hydrogen atom, halogen atom, alkyl group, cycloalkyl group, alkenyl group, alkoxycarbonyl alkenyl group, Alkynyl group, haloalkyl group, alkoxyalkyl group, alkoxycarbonylalkyl group, alkylcarbonylalkyl group, cycloalkylcarbonylalkyl group, cyanoalkyl group, dialkylaminocarbonylalkyl group, dialkylaminoalkyl group, dialkylaminosulfonylalkyl group, azido Alkyl group, benzyl group, phenyl group, nitro group, cyano group, azide group, amino group, monoalkylamino group, dialkylamino group, benzylamino group, halo Alkylcarbonylamino group, benzoylamino group, alkoxycarbonylamino group, phenoxycarbonylamino group, amino group which may be substituted by atom, alkylsulfonylamino group which may be substituted by alkyl group, phenylsulfonylamino group or alkylideneamino group which amino group may be substituted by alkyl group , A benzylideneamino group, a tetrazolyl group which may be substituted, formula -COR ⁴ (wherein R ⁴ represents a hydrogen atom, a hydroxyl group, an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, a benzyl group, a phenyl group, an alkoxy group, a halo) Group represented by an alkoxy group, alkoxyalkoxy group, alkenyloxy group, haloalkenyloxy group, alkynyloxy group, benzyloxy group or phenoxy group), formula -C (O) NR ⁵ R ⁶ (wherein R ⁵ and R ⁶ are the same or different and each represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a benzyl group, a phenyl group or an alkoxy group.) as shown eojin group, -SR ⁷ (wherein, R ⁷ is It represents an atom, an alkyl group or a haloalkyl group) as shown eojin group, an expression -SO2NR ⁵ R ⁶ (wherein, R ⁵ and R ⁹ are indicated.) A group, formula -S (O eojin represent the same meaning) a group represented by nR ⁸ (wherein n represents an integer of 1 or 2, R ⁸ represents an alkyl group, an alkenyl group or a haloalkyl group), and a formula OR ⁹ (wherein R ⁹ represents a hydrogen atom, an alkyl group, a cycloalkylalkyl group) , Alkenyl group, alkynyl group, benzyl group (the group may be substituted with halogen atom, alkyl group or alkoxy group), haloalkyl group, haloalkenyl group, phenyl group (the group may be substituted with halogen atom, alkyl group or alkoxy group), alkoxy Alkyl group, alkoxyalkoxyalkyl group, haloalkoxyalkyl group, benzyloxyalkyl group, phenoxyalkyl group, alkylthioalkyl group, dialkylaminoalkyl group, alkylideneamino group, dialkylideneamino group, benzylideneamino group or alkoxycarbonylalkyl group. The resulting group or the formula -C (= NOR ¹⁰ ) R ¹¹ (wherein R ¹⁰ represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a benzyl group, a haloalkyl group or a phenyl group, and R ¹¹ represents a hydrogen atom, an alkyl group, benzyl) Group, a haloalkyl group, or a phenyl group.), And R ² and R ³ may form a ring by an alkyl group which may contain a hetero atom. General formula [Wherein, R ¹ represents a hydrogen atom, an alkyl group, a cycloalkyl group, a haloalkyl group, an alkoxyalkyl group, a benzyloxyalkyl group, a benzyl group, a phenyl group, a pyridyl group, a dialkylaminocarbonyl group, an alkoxycarbonyl group, an alkylsulfonyl group, a phenylsulfonyl group, a dialkyl Aminosulfonyl group, haloalkylcarbonyl group, alkylcarbonyl group, benzoyl group or alkenyl group, R ² and R ³ are the same or different, hydrogen atom, halogen atom, alkyl group, cycloalkyl group, alkenyl group, alkoxycarbonyl alkenyl group, Alkynyl group, haloalkyl group, alkoxyalkyl group, alkoxycarbonylalkyl group, alkylcarbonylalkyl group, cycloalkylcarbonylalkyl group, cyanoalkyl group, dialkylaminocarbonylalkyl group, dialkylaminoalkyl group, dialkylaminosulfonylalkyl group, azido Alkyl group, benzyl group, phenyl group, nitro group, cyano group, azide group, amino group, monoalkylamino group, dialkylamino group, benzylamino group, halo Alkylcarbonylamino group, benzoylamino group, alkoxycarbonylamino group, phenoxycarbonylamino group, amino group which may be substituted by atom, alkylsulfonylamino group which may be substituted by alkyl group, phenylsulfonylamino group or alkylideneamino group which amino group may be substituted by alkyl group , A benzylideneamino group, a tetrazolyl group which may be substituted, formula -COR ⁴ (wherein R ⁴ represents a hydrogen atom, a hydroxyl group, an alkyl group, a cycloalkyl group, a haloalkyl group, an alkenyl group, an alkynyl group, a benzyl group, a phenyl group, an alkoxy group, a halo) A group represented by an alkoxy group, alkoxyalkoxy group, alkenyloxy group, haloalkenyloxy group, alkynyloxy group, benzyloxy group or phenyloxy group), formula -C (O) NR ⁵ R ⁶ (wherein R ⁵ And R ⁹ are the same or different and represent a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, a benzyl group, a phenyl group or an alkoxy group. The formula -SR ⁷ (wherein R ⁷ is Group represented by the formula -SO2NR ⁵ R ⁶ (wherein R ⁵ and R ⁶ have the same meaning as described above), and the group represented by the formula -S (O a group represented by nR ⁸ (wherein n represents an integer of 1 or 2, and R ⁸ represents an alkyl group, an alkenyl group or a haloalkyl group), and a formula OR ⁹ (wherein R ⁹ represents a hydrogen atom, an alkyl group, or cycloalkyl) Alkyl group, alkenyl group, alkynyl group, benzyl group (the group may be substituted by halogen atom, alkyl group or alkoxy group), haloalkyl group, haloalkenyl group, phenyl group (the group may be substituted by halogen atom, alkyl group or alkoxy group), Alkoxyalkyl group, alkoxyalkoxyalkyl group, haloalkoxyalkyl group, benzyloxyalkyl group, phenoxyalkyl group, alkylthioalkyl group, diarylaminoalkyl group, azidoalkyl group, alkylcarbonyl group, haloalkylcarbonyl group, benzoyl group, dialkylaminocarbonyl group, cyanoalkyl , Alkylidene group, a di-alkylidene group, a benzylidene group, or represents an alkoxycarbonyl group.), As shown eojin group or a group represented by the formula ^{-C (= NOR 10) R 11} ( wherein, R ¹⁰ is a hydrogen atom, an alkyl group, an alkenyl group , An alkynyl group, a benzyl group, a haloalkyl group or a phenyl group, R ¹¹ represents a hydrogen atom, an alkyl group, a benzyl group, a haloalkyl group or a phenyl group.), And R ² and R ³ are alkyl groups which may contain heteroatoms. And may form a ring.] An indazole sulfonamide derivative represented by the above. General formula (Wherein R ¹ , R ² and R ³ have the same meanings as described in claim 1) and a general formula (Wherein A, B, X, Y and Z have the same meanings as those described in claim 1). (Wherein R ¹ , R ² , R ³ , A, B, X, Y and Z have the same meaning as described in claim 1). A herbicide comprising the indazole sulfonyl urea according to claim 1 as an active ingredient. ※ Note: The disclosure is based on the initial application.